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Tim is one of the actors from Marble Hornets and he plays the good friend of Brian.
Tim was one of Brian's closest friends, and by extension also a friend of Sarah's.
He is first mentioned in Entry 5. In the archival footage that Alex Kralie gave to Jay, Tim showed signs of the health problems (e.g. coughing, headaches). He is also seen taking some white pills in Entry 16 showing that he has been having health problems for a long time.

Personality

Tim is a level-headed, cautious person, but he is not afraid enough of his advisories for them to disable him.1 He has a good sense of humor, which he uses often to make light of certain situations; he seems to be a calm individual on the exterior, hiding the fact that is a scared man who only wants to escape from the hell he is in.

Appearances in the Series

Warning If you don't want the contents of an entry to be spoiled, do not look at the corresponding entry appearance description.

Tim is first mentioned in Entry 5, while Alex and Jay are doing some location scouting.

In Entry 7 Alex feeds Brian Lines, which would be the lines of Tim. (Alex's 2006 footage)

He is first seen in Entry 9. He is trying to film a scene with fellow actress Sarah, but it get more and more difficult due to Alex behaviour. (Alex's 2006 footage)

Tim is named at the end of Entry 12, noting that he has just arrived. (Alex's 2006 Footage)

In Entry 15, three years after Marble Hornets' filming, Jay contacts Tim and arranges an interview, claiming to wanting to finish the movie. Instead, he begins to ask Tim about Alex and the circumstances surrounding the shooting. Tim divulges little information, though he explained that he was Brian's friend and next-door neighbor, and that he didn't know Alex very well (although Alex and Brian were close friends).

In Entry 35, the Masked Man attacks Jay and Alex and, upon Jay's removal of the mask, it is confirmed that The Masked Man is in fact Tim. After Alex is stabbed by Tim in the leg and is denied the knife by Jay, he smashes and subsequently breaks Tim's leg. This is believed to explain the Masked Man's limp in Entry 33.

He is not seen again untill Entry 52. Jay casualy finds him coming out of some place, lighting a smoke.

In Entry 53, Jay approaches him using once again the excuse he used back in Entry 15 and learns that Tim might have some tapes leftover from filming.

In Entry 54 Tim brings jay tapes from back up and lets him know he'll help, but his job is his number one priority. The first tape shows Tim, Alex and Brian working on the soundtrack at Tim's home.

In Entry 55 (One of Tim's tapes) Tim, Brian and Alex going to film B-roll and Tim mentions an abandoned hospital( speculated to be Abandoned Building ) in his home town, and offers it as a film location. He mentions that it is a bit of a drive away.

In Entry 56( One of Tim's tapes) Tim and Alex go location scouting at the Abandoned Building and Tim shows great disinterest in going to another nearby building.

In Entry 61 Jay is shown footage of Tim having a seizure and decides to go after him.

In Entry 62 Jay finds Tim as the Masked Man. Later in the entry they both wake up in/around an shack.

In Entry 63 Tim tells Jay he'll get back to him after seeing his Doctor and Boss. They meet up under a streetlamp in a parking lot and discuss where to go from there.

In Entry 64 Tim and Jay go to locations in Rosswood looking for clues as to whats going on. They go to The Tunnel where they encounter the Operator, and Jay ends up running off leaving Tim behind, only to find him again in his car.

In Entry 65 The footage from Tims Go-Pro shows what happens after Jay left him that left him ending up in his car.

In Entry 66 Tim and Jay go to the abandoned hospital, and Tim tells jay of his rocky past. There they encounter the Hooded Man who runs off.

In Entry 67.5 Tim and Jay meet up and take seperate cars to an unknown location.

In Entry 83 Tim almost faints because the lack of medication, but when the hooded man taunts him an the Operator appears, he chases the first in a vortex of shiffting locations, resulting in the hooded man's demise.

In Entry 84 Tim finds out that his chest camera has stoped working. He later arrives to his house, and watches the tape stolen from Hoody.
The footage consists in the casting from Marble Hornets, by the time Tim didn't sport sideburns.

In Entry 85 Tim appears to have stayed at his house to wait for Alex. He then leaves his house, and soon after he follows Alex until his house gets burnt down.

In Entry 86 Tim heads to Benedict hall to confront Alex, they then break into a fight, afterwards both Alex and Tim lay on the ground unconscious.

In Entry 87 Tim meets up with Jessica to tell her that he'll be "leaving", he then breaks into a fit of coughing, he then states in text that everything is fine.

Speculation

From Entry 52 and on, he seems to walk normaly, which is odd due to the fact that Alex broke his leg, and just in the previous totheark video, he was still limping. Some say it's because the Masked Man is another personality apart from Tim. This seems to be supported due to the fact that he doesn't seem to recognice Jay when he approaches him during Entry 53. -baseballfuries08

It could be that the pills Tim can be seen taking pills in Entry 16 which Jay finds in The House in Entry 16 and examines in Entry 19.5. These could be Painkillers, or some other form of drug, to try and help take his mind off things, perhaps because he was being stalked by the Operator. But I think it is much more likely that he was simply taking Pain Killers to help him from the pain that the Operator's pressense causes. I don't know whether I personally believe this or not, but it's certainly a possibility. -Moooo4me

It's possible that Tim may have more to do with encounters with the Operator than we thought. In Entry 55 he mentions he's had a history of headaches and paranoia. At the time of this shoot, it doesn't appear that enough time would have passed from the beginning of the Marble Hornets project for his symptoms to be considered history. It seems more likely that he's had encounters before the filming began. Also, he is the one who suggests the abandoned building to be used for the schoolhouse setting. It was he who led Alex there, not the other way around. ~NeoCloud

Entry 60.5 confirms that Tim has been experiencing slendersickness since at least the mid 90s and was treated at the facility that is now the burned out building that he is so apprehensive about returning to. This was many years before Marble Hornets began filming. Tim is one of if not the first person involved with Marble Hornets to encounter the Operator.

enttry 37 Shows Alex at his birthday party on April 4, 1991. When he blows out the candles, the operator appears in the video. Whether he was actually present or just superimposed into the video is a matter of debate. One of the other children may have been Tim. This could imply that Tim and Alex knew each other longer than they remember. Amnesia from the Operator could explain why they don't consciously remember each other before they met for Marble Hornets.

In enttry 37 Alex was most likely 5 or 6. He was born in 1982, 1983, or 1984 then. According to Tim's medical records, he was born around 1986 or 1987. If he was at Alex's birthday party, he would have been much younger than Alex. Not to mention that neither Tim or Alex lived where Marble Hornets was filmed at that time. (The original Something Awful thread says that Alex was 8 when he moved to that area, and Tim most likely lived near Rosswood) ~ Kaylee2014

The Pills

Tim is seen taking pills a number of times in the series, from season 1 when they are found in the abandoned house onwards. In the medical forms found in Entry 60.5, there is a part where anticonvulsants are referred to as a preventative measure. The pills Tim is seen taking throughout the series could easily be these same anticonvulsant medications.

One of the functions of an anticonvulsant is to "suppress the rapid and excessive firing of neurons that start a seizure" (taken from wikipedia). Neurons firing are electrical activity. The Operator has some sort of undefined effect on electrical systems, and this could easily include peoples' brains. This could mean that, while Tim is taking anticonvulsants, he is not effected by the Operator in the same way as other people are. This could include a decrease in things like memory loss and disorientation.

There is evidence from the first season that Tim was taking the pills for seizures then — Jay steals his pills, and the next time they meet Tim has an apparent seizure, and the pills get stolen back — and this is the first time specifically that we see him taking pills in the current day. In this case the pills would in fact enable Tim to be Masky but not require it, and would mean that Tim's ability to be Masky is an act of his own agency.

Tim, when on his medication, could be keeping his memory far more than your average slender-stalkee, which could itself account for the 'Masky' behavior. Rather than an alternate personality, the mask is a way from keeping the Operator from specifically recognizing Tim when Tim decides to do stuff that he's learned (over many years, apparently, of being involved in these shenanigans) agitate the Operator — ie, being on camera, taping TO, getting involved with people who are being stalked by TO.

The continued knowledge of an eldritch horror hanging around would wear on a guy, though. Two theories: Tim could have at some point decided seizures were less dangerous than continued knowledge of TO, and stopped talking his pills in order to let his memory be wiped like everyone else's before resuming his medication, or Tim could have put away the mask and distanced himself from all things Marble Hornets intentionally while still taking his pills and retaining the memories.

tl&dr; Tim takes anticonvulsants for a preexisting condition, and the anticonvuslants themselves contribute to his ability to don the mask but don't require it.

The Masked Man and Hooded Man have possibly collaborated at some point. As show in ENtry 84 is possible that he already knows who is the Hooded Man

Tim and Jay seem to have had an alright relationship in the beginning, most of his appearances in the early entrys seem to have been forgotten in the later when they meet up again for the interview, even though he had been there for various scenes.

Tim and Jay work together, but both seem to be suspicious of the other.

It is speculated that Tim cares about Jay, and wants to help, but is lying for his own good. On the other side of that it is also speculated that Tim has been lying all along and just is trying to steer Jay in the "right direction" for his own reasons.